Electrochemistry and Near-Infrared Spectra of Anion Radicals Containing Several Imide or Quinone Groups

Article abstract of DOI:10.1021/jo00303a008

A series of aromatic compounds possessing imide and quinone electron-acceptor groups were prepared using Diels-Alder reactions.These linear, aromatic compounds were studied using cyclic voltammetry and reduced electrochemically to produce solutions of the corresponding anion radicals.The anion radical near-infrared spectra were recorded and showed bands over the range 700-1700 nm (log ε 3.8-4.6).Most of the spectra are interpreted to arise from ?^*-?^* transitions.The spectra and Ε⁰ values are consistent with ground states in which the odd electron is delocalized over two electrophores.